CN105706264B - Display element sealant - Google Patents
Display element sealant Download PDFInfo
- Publication number
- CN105706264B CN105706264B CN201480061502.3A CN201480061502A CN105706264B CN 105706264 B CN105706264 B CN 105706264B CN 201480061502 A CN201480061502 A CN 201480061502A CN 105706264 B CN105706264 B CN 105706264B
- Authority
- CN
- China
- Prior art keywords
- display element
- mentioned
- molecular weight
- compound
- element sealant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000000565 sealant Substances 0.000 title claims abstract description 76
- 150000001875 compounds Chemical class 0.000 claims abstract description 93
- 239000000463 material Substances 0.000 claims abstract description 32
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000003860 storage Methods 0.000 claims abstract description 10
- 229920006295 polythiol Polymers 0.000 claims description 30
- 229910052799 carbon Inorganic materials 0.000 claims description 14
- 230000009477 glass transition Effects 0.000 claims description 7
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 abstract description 9
- 230000001070 adhesive effect Effects 0.000 abstract description 9
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract 1
- 239000007789 gas Substances 0.000 description 29
- 239000010408 film Substances 0.000 description 26
- 239000004973 liquid crystal related substance Substances 0.000 description 24
- 239000011347 resin Substances 0.000 description 21
- 229920005989 resin Polymers 0.000 description 21
- 239000000758 substrate Substances 0.000 description 21
- 238000006243 chemical reaction Methods 0.000 description 20
- 239000003795 chemical substances by application Substances 0.000 description 19
- -1 Mercaptan compound Chemical class 0.000 description 18
- 239000011248 coating agent Substances 0.000 description 18
- 238000000576 coating method Methods 0.000 description 18
- 238000000034 method Methods 0.000 description 13
- 239000000203 mixture Substances 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 12
- 229910010272 inorganic material Inorganic materials 0.000 description 9
- 239000011147 inorganic material Substances 0.000 description 9
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 9
- 229910052753 mercury Inorganic materials 0.000 description 9
- 239000004925 Acrylic resin Substances 0.000 description 8
- 229920000178 Acrylic resin Polymers 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical group C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 8
- 239000003822 epoxy resin Substances 0.000 description 8
- 229920000647 polyepoxide Polymers 0.000 description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 7
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 238000012719 thermal polymerization Methods 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000007859 condensation product Substances 0.000 description 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 6
- 208000035475 disorder Diseases 0.000 description 6
- 238000005227 gel permeation chromatography Methods 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000007789 sealing Methods 0.000 description 6
- 238000002834 transmittance Methods 0.000 description 6
- HEQOJEGTZCTHCF-UHFFFAOYSA-N 2-amino-1-phenylethanone Chemical group NCC(=O)C1=CC=CC=C1 HEQOJEGTZCTHCF-UHFFFAOYSA-N 0.000 description 5
- 206010027146 Melanoderma Diseases 0.000 description 5
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 238000007711 solidification Methods 0.000 description 5
- 230000008023 solidification Effects 0.000 description 5
- 238000001029 thermal curing Methods 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 238000005268 plasma chemical vapour deposition Methods 0.000 description 4
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 4
- 239000011342 resin composition Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZWVHTXAYIKBMEE-UHFFFAOYSA-N 2-hydroxyacetophenone Chemical group OCC(=O)C1=CC=CC=C1 ZWVHTXAYIKBMEE-UHFFFAOYSA-N 0.000 description 3
- DUJMVKJJUANUMQ-UHFFFAOYSA-N 4-methylpentanenitrile Chemical compound CC(C)CCC#N DUJMVKJJUANUMQ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- IBHBKWKFFTZAHE-UHFFFAOYSA-N n-[4-[4-(n-naphthalen-1-ylanilino)phenyl]phenyl]-n-phenylnaphthalen-1-amine Chemical compound C1=CC=CC=C1N(C=1C2=CC=CC=C2C=CC=1)C1=CC=C(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C3=CC=CC=C3C=CC=2)C=C1 IBHBKWKFFTZAHE-UHFFFAOYSA-N 0.000 description 3
- 150000001451 organic peroxides Chemical class 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 239000007870 radical polymerization initiator Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 2
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 244000028419 Styrax benzoin Species 0.000 description 2
- 235000000126 Styrax benzoin Nutrition 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000005864 Sulphur Substances 0.000 description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000004808 allyl alcohols Chemical class 0.000 description 2
- 239000004411 aluminium Substances 0.000 description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 2
- 229960002130 benzoin Drugs 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
- 230000006837 decompression Effects 0.000 description 2
- 150000002118 epoxides Chemical class 0.000 description 2
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 235000019382 gum benzoic Nutrition 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 230000001678 irradiating effect Effects 0.000 description 2
- 230000001788 irregular Effects 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 238000000016 photochemical curing Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000002203 pretreatment Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- 238000001771 vacuum deposition Methods 0.000 description 2
- 238000007738 vacuum evaporation Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- BNJMRELGMDUDDB-UHFFFAOYSA-N $l^{1}-sulfanylbenzene Chemical compound [S]C1=CC=CC=C1 BNJMRELGMDUDDB-UHFFFAOYSA-N 0.000 description 1
- BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 description 1
- JRNVQLOKVMWBFR-UHFFFAOYSA-N 1,2-benzenedithiol Chemical compound SC1=CC=CC=C1S JRNVQLOKVMWBFR-UHFFFAOYSA-N 0.000 description 1
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 description 1
- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 1
- 125000004806 1-methylethylene group Chemical class [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- BWDHJINUKACSDS-UHFFFAOYSA-N 2,3-bis(prop-2-enoxy)propan-1-ol Chemical compound C=CCOC(CO)COCC=C BWDHJINUKACSDS-UHFFFAOYSA-N 0.000 description 1
- PUGOMSLRUSTQGV-UHFFFAOYSA-N 2,3-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OCC(OC(=O)C=C)COC(=O)C=C PUGOMSLRUSTQGV-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 description 1
- SYCHYZZAONZCBB-UHFFFAOYSA-N 2-[2,2-bis(sulfanyl)ethylsulfanyl]ethane-1,1-dithiol Chemical compound SC(S)CSCC(S)S SYCHYZZAONZCBB-UHFFFAOYSA-N 0.000 description 1
- HCZMHWVFVZAHCR-UHFFFAOYSA-N 2-[2-(2-sulfanylethoxy)ethoxy]ethanethiol Chemical compound SCCOCCOCCS HCZMHWVFVZAHCR-UHFFFAOYSA-N 0.000 description 1
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 1
- LZDXRPVSAKWYDH-UHFFFAOYSA-N 2-ethyl-2-(prop-2-enoxymethyl)propane-1,3-diol Chemical compound CCC(CO)(CO)COCC=C LZDXRPVSAKWYDH-UHFFFAOYSA-N 0.000 description 1
- PCKZAVNWRLEHIP-UHFFFAOYSA-N 2-hydroxy-1-[4-[[4-(2-hydroxy-2-methylpropanoyl)phenyl]methyl]phenyl]-2-methylpropan-1-one Chemical compound C1=CC(C(=O)C(C)(O)C)=CC=C1CC1=CC=C(C(=O)C(C)(C)O)C=C1 PCKZAVNWRLEHIP-UHFFFAOYSA-N 0.000 description 1
- UZXMDFPZEBENSM-UHFFFAOYSA-N 2-methyl-1,4-dithiane-2,5-dithiol Chemical class CC1(S)CSC(S)CS1 UZXMDFPZEBENSM-UHFFFAOYSA-N 0.000 description 1
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- MWDGNKGKLOBESZ-UHFFFAOYSA-N 2-oxooctanal Chemical compound CCCCCCC(=O)C=O MWDGNKGKLOBESZ-UHFFFAOYSA-N 0.000 description 1
- VFZKVQVQOMDJEG-UHFFFAOYSA-N 2-prop-2-enoyloxypropyl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(=O)C=C VFZKVQVQOMDJEG-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- FYRWKWGEFZTOQI-UHFFFAOYSA-N 3-prop-2-enoxy-2,2-bis(prop-2-enoxymethyl)propan-1-ol Chemical compound C=CCOCC(CO)(COCC=C)COCC=C FYRWKWGEFZTOQI-UHFFFAOYSA-N 0.000 description 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical class CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical group CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 1
- 230000005653 Brownian motion process Effects 0.000 description 1
- GNBCKKSGQPLTRW-UHFFFAOYSA-N C(C=C)(=O)OC.C(N)(O)=O Chemical compound C(C=C)(=O)OC.C(N)(O)=O GNBCKKSGQPLTRW-UHFFFAOYSA-N 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- YFPJFKYCVYXDJK-UHFFFAOYSA-N Diphenylphosphine oxide Chemical compound C=1C=CC=CC=1[P+](=O)C1=CC=CC=C1 YFPJFKYCVYXDJK-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 125000003047 N-acetyl group Chemical group 0.000 description 1
- PHIIOKFICBAPOS-UHFFFAOYSA-N NCCNCCC[SiH3] Chemical compound NCCNCCC[SiH3] PHIIOKFICBAPOS-UHFFFAOYSA-N 0.000 description 1
- 208000019651 NDE1-related microhydranencephaly Diseases 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical class C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 1
- ZCZFEIZSYJAXKS-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] prop-2-enoate Chemical compound OCC(CO)(CO)COC(=O)C=C ZCZFEIZSYJAXKS-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000001118 alkylidene group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000000137 annealing Methods 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- FPODCVUTIPDRTE-UHFFFAOYSA-N bis(prop-2-enyl) hexanedioate Chemical compound C=CCOC(=O)CCCCC(=O)OCC=C FPODCVUTIPDRTE-UHFFFAOYSA-N 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 238000005537 brownian motion Methods 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical group CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000009193 crawling Effects 0.000 description 1
- 238000002788 crimping Methods 0.000 description 1
- 150000007973 cyanuric acids Chemical class 0.000 description 1
- 150000004294 cyclic thioethers Chemical class 0.000 description 1
- VRNCRGHDRGGBLW-UHFFFAOYSA-N cyclopenta-1,2-diene Chemical compound C1CC=C=C1 VRNCRGHDRGGBLW-UHFFFAOYSA-N 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- ZXPDYFSTVHQQOI-UHFFFAOYSA-N diethoxysilane Chemical compound CCO[SiH2]OCC ZXPDYFSTVHQQOI-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N dimethylmethane Natural products CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 238000007731 hot pressing Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 235000013847 iso-butane Nutrition 0.000 description 1
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Natural products OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical group 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000012788 optical film Substances 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- SYJCUYXTMQSJLM-UHFFFAOYSA-N phenylphosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)PC1=CC=CC=C1 SYJCUYXTMQSJLM-UHFFFAOYSA-N 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- NCNISYUOWMIOPI-UHFFFAOYSA-N propane-1,1-dithiol Chemical compound CCC(S)S NCNISYUOWMIOPI-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N sec-butylidene Natural products CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical compound FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- QVTVDJWJGGEOGX-UHFFFAOYSA-N urea;cyanide Chemical compound N#[C-].NC(N)=O QVTVDJWJGGEOGX-UHFFFAOYSA-N 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/34—Introducing sulfur atoms or sulfur-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
- H10K59/80—Constructional details
- H10K59/87—Passivation; Containers; Encapsulations
- H10K59/871—Self-supporting sealing arrangements
- H10K59/8722—Peripheral sealing arrangements, e.g. adhesives, sealants
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Electroluminescent Light Sources (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Sealing Material Composition (AREA)
- Liquid Crystal (AREA)
Abstract
It is an object of the present invention to provide a kind of generation to clung body with high shear adhesive strength, the gas that can suppress to escape, and the transparent excellent display element sealant of solidfied material.The present invention is a kind of display element sealant, and it contains：Multi-thioalcohol compound with the mercapto of more than 2 in 1 molecule, polyenic compounds and Photoepolymerizationinitiater initiater with the carbon-carbon double bond of more than 2 in 1 molecule, also, storage modulus of elasticity of the solidfied material at 80 DEG C is 70~1000MPa.
Description
Technical field
The present invention relates to a kind of hair for having high shear adhesive strength to clung body, can suppressing ease gas (ア ウ ト ガ ス)
Raw and solidfied material transparent excellent display element sealant.
Background technology
In recent years, as the display element with features such as slim, lightweight, low power consumptions, liquid crystal is being widely used
Show element, organic EL display element etc..For these display elements, generally in the sealing of liquid crystal or luminescent layer, substrate, light
Learn in bonding of film or diaphragm etc. and use Photocurable resin composition.
In liquid crystal display cells, the optical films such as polarizing coating, diaphragm are fitted with the surface of substrate by bonding agent.Example
Such as, Patent Document 1 discloses the adhesive of the polarizing coating comprising acrylic resin composition.
Liquid crystal display cells can generally be manufactured by following manner：Make 2 transparency carriers with electrode across regulation
Interval it is opposed, will be sealed using sealant around it, so as to form box (セ Le), from being arranged at the injection of part thereof of liquid crystal
Mouth injects liquid crystal into box, and is sealed the liquid crystal injecting port with sealant using liquid crystal injecting port.In the past, injected as liquid crystal
Mouth sealant, the curable epoxy resin composition of 1 liquid type or 2 liquid types is progressively widely used, described in patent document 1
As the acrylic resin composition of light-cured type etc..But 1 liquid type curable epoxy resin composition usually requires
Heated for a long time under high temperature, so productivity is poor, the curable epoxy resin composition of 2 liquid types mixes by host and curing agent
Time is needed during conjunction, in addition, must be used after mixing within the up time (working life), therefore especially in terms of operability
Difference.On the other hand, although the acrylic resin composition operability and productivity of light-cured type are excellent, but following ask be present
Topic：It is strong with the interaction of liquid crystal, therefore liquid crystal can be polluted and produce irregular colour；Or because of the manufacturing process in display element
Middle remaining acrylic resin, and produce substantial amounts of ease gas；Or it is wanting in the transparency of cementability or solidfied material.
In addition, for organic EL display element, if organic light emitting material or electrode are exposed to open-air, its
Performance is drastically deteriorated, therefore in order to improve the stability of organic EL display element, durability, it is proposed that by organic light emitting material
With electrode via inorganic material film, the method for being covered and being sealed using resin film.For example, Patent Document 2 discloses
The method that the resin film comprising acrylic resin composition is formed on inorganic material film.
However, the acrylic photo-curing property resin combination as described in patent document 1, patent document 2 exist it is following
Problem：Produce a large amount of ease gas due to the acrylic resin remained in the manufacturing process of display element, or it is cementability, solid
The transparency of compound can be deteriorated.
Prior art literature
Patent document
Patent document 1：Japanese Unexamined Patent Publication 2010-196001 publications
Patent document 2：Japanese Unexamined Patent Publication 2001-307873 publications
The content of the invention
Invent problem to be solved
It is an object of the present invention to provide a kind of hair for having high shear adhesive strength to clung body, can suppressing ease gas
Raw and solidfied material transparent excellent display element sealant.
The means used to solve the problem
The present invention is a kind of display element sealant, and it contains：With the more of the mercapto of more than 2 in 1 molecule
Mercaptan compound, polyenic compounds and Photoepolymerizationinitiater initiater with the carbon-to-carbon double bond of more than 2 in 1 molecule, also, it is solid
Storage modulus of elasticity of the compound at 80 DEG C is 70~1000MPa.
Hereinafter, the present invention is described in detail.
The present inventor has been inquired into using a kind of resin combination (hereinafter also referred to for the purpose of suppressing the generation of ease gas
" alkene-mercaptan based resin composition "), it contains the multi-thioalcohol compound of the mercapto in 1 molecule with more than 2 and 1
Polyenic compounds with the carbon-to-carbon double bond of more than 2 in molecule.However, in alkene as use-mercaptan based resin composition
In the case of, the shear bond strength to clung body can not be fully obtained sometimes.In addition, sometimes not only from the resin in solidification way
The problem of ease gas occurs in composition, but also the gas that escapes can occur from solidfied material, occurs for ease gas can not also solve completely.
Therefore, present inventor has performed further investigation, as a result find：By by the storage of alkene-mercaptan based resin composition
Modulus of elasticity is adjusted to specific scope, and so as to obtain following display element sealants, it has height to clung body
Shear bond strength, the generation of ease gas can be suppressed, also, solidfied material is transparent excellent, so far completes the present invention.
The display element sealant of the present invention contains the polythiol chemical combination with the mercapto of more than 2 in 1 molecule
Thing (hreinafter referred to as " multi-thioalcohol compound ") and the polyenic compounds with the carbon-to-carbon double bond of more than 2 in 1 molecule
(hreinafter referred to as " polyenic compounds ").Display element sealant of the invention containing these compositions, its solidfied material it is saturating
Bright property is excellent, can suppress the generation of ease gas.
It should be noted that " carbon-to-carbon double bond " above-mentioned in this specification refers to ethylenic unsaturated bond.
As above-mentioned multi-thioalcohol compound, can include for example, dimercaptoethylsulfide (molecular weight 94), propanedithiol (divide
Son amount 108), the aliphatic polythiol such as the mercaptan of hexa-methylene two (molecular weight 150), the mercaptan of decamethylene two (molecular weight 206)；Two
The aromatic series polythiols such as first dimercaptobenzene (molecular weight 170)；The polythiol chemical combination containing Isosorbide-5-Nitrae-dithiane ring shown in following formula (1)
The cyclic thioether compounds such as thing；The multi-thioalcohol compound containing ester bond shown in following formula (2)；And triethylene glycol dimercaptan (point
182) son amount other multi-thioalcohol compounds etc. such as.These multi-thioalcohol compounds may be used alone, can also be used in combination 2 kinds with
On.
In formula (1), 1 represents 1~5 integer.
In formula (2), R1For the alkylidene of carbon number 1~12, R2For the alkyl of carbon number 1~12.Integer that m is 0~2, n be 2~
4 integer, n+m=4.
As the multi-thioalcohol compound containing Isosorbide-5-Nitrae-dithiane ring shown in above-mentioned formula (1), specifically, can include for example
2,5- dimercapto-methyl-1,4-dithianes (molecular weight 212), 2,5- dimercaptos ethyl-Isosorbide-5-Nitrae-dithiane (molecular weight 240), 2,
5- dimercaptos propyl group-Isosorbide-5-Nitrae-dithiane (molecular weight 268), 2,5- dimercaptos butyl-Isosorbide-5-Nitrae-dithiane (molecular weight 296) etc..
In above-mentioned multi-thioalcohol compound, in order that the display element sealant of gained is excellent in terms of the transparency, preferably
The multi-thioalcohol compound containing ester bond shown in above-mentioned formula (2), the m in more preferably above-mentioned formula (2) are that 0 or 1 (n is 4 or 3) is to change
Compound.
As the multi-thioalcohol compound containing ester bond shown in above-mentioned formula (2), specifically, can include for example, three hydroxyls
Methylpropane three (3-thiopropionate) (molecular weight 398), three ((3- mercaptopropionyls epoxide)-ethyl) isocyanuric acid ester (molecules
Amount 526), the mercaptoacetate of pentaerythrite four (molecular weight 433), pentaerythrite four (3-thiopropionate) (molecular weight 489), four
Ethylene glycol double (3-thiopropionate) (molecular weight 372) etc..
In addition, there is the angle of high shear adhesive strength from gained display element sealant to clung body, it is above-mentioned
Multi-thioalcohol compound has the mercapto of more than 4 preferably in 1 molecule.
As the multi-thioalcohol compound of the mercapto in 1 molecule with more than 4, can include for example, two seasons penta 4
Alcohol six (3-thiopropionate) (molecular weight 783), the mercaptoacetate of pentaerythrite four (molecular weight 433), (the 3- mercaptos of pentaerythrite four
Base propionic ester) (molecular weight 489), three [(3- mercaptopropionyls epoxide)-ethyl] isocyanuric acid esters (molecular weight 526) etc..Especially, it is excellent
Elect the mercapto in 1 molecule with more than 6, more preferably dipentaerythritol six (3-thiopropionate) as.
Above-mentioned multi-thioalcohol compound preferred molecular weight is more than 400.By dividing as above-mentioned multi-thioalcohol compound to use
The compound of son amount more than 400, so as to further suppress the generation of ease gas.The molecular weight of above-mentioned multi-thioalcohol compound is more
Preferred lower limit is 500, further preferred lower limit is 600.
In addition, the preferred upper limit of the molecular weight of above-mentioned multi-thioalcohol compound is 6000.Molecular weight is being used more than 6000
In the case of above-mentioned multi-thioalcohol compound, the viscosity of gained display element sealant becomes too high sometimes and coating is deteriorated.
The more preferably upper limit of the molecular weight of above-mentioned multi-thioalcohol compound is 2000, the further preferred upper limit is 1000.
It should be noted that as above-mentioned multi-thioalcohol compound, above-mentioned polyenic compounds and use the situation of oligomer
Under, molecular weight is represented using weight average molecular weight sometimes.
It should be noted that in this manual, above-mentioned " weight average molecular weight " is carried out using gel permeation chromatography (GPC)
Measure, and be the value for converting to obtain by polystyrene.As using GPC measure based on polystyrene conversion dividing equally again
Make used pillar during son amount, can enumerate such as Shodex LF-804 (Showa electrician company system).
As above-mentioned polyenic compounds, can include for example, allyl alcohol derivatives, by (methyl) acrylic acid with it is polynary
The reaction of alcohol and obtain esters, urethane acrylate (ト of ウ レ タ Application ァ Network リ レ mono-), divinylbenzene (molecular weight 130)
Deng.These polyenic compounds may be used singly or in combination of two or more.
It should be noted that in this specification, above-mentioned " (methyl) acrylic acid * ((メ タ) ァ Network リ Le) " refers to acrylic acid *
(ァ Network リ Le) or methacrylic acid * (メ タ Network リ Le).
As above-mentioned allyl alcohol derivatives, can include for example, triallyl cyanurate (molecular weight 249), isocyanide urea
Sour triallyl (molecular weight 249), diallyl maleate (molecular weight 196), diallyl adipate (molecular weight 226), neighbour
Dially phthalate (molecular weight 246), triallyltrimelitate (molecular weight 330), the allyl ester (molecule of pyromellitic acid four
Amount 414), glycerol diallyl ether (molecular weight 172), trimethylolpropane allyl ether (molecular weight 214), pentaerythrite
Diallyl ether (molecular weight 216), pentaerythritol triallyl ether (molecular weight 256) etc..
The esters obtained as the reaction above by (methyl) acrylic acid and polyalcohol, can be included for example, second two
Alcohol diacrylate (molecular weight 170), ethylene glycol dimethacrylate (molecular weight 198), propylene glycol diacrylate (molecule
Amount 185), dimethacrylate (molecular weight 212), BDO diacrylate (molecular weight 198), Isosorbide-5-Nitrae-fourth
Diol dimethacrylate (molecular weight 226), 1,6- hexanediyl esters (molecular weight 226), 1,6- hexylene glycol diformazans
Base acrylate (molecular weight 254), glycerol triacrylate (molecular weight 254), glycerine trimethyl acrylic ester (molecular weight
296), trimethylolpropane trimethacrylate (molecular weight 296), trimethylol-propane trimethacrylate (molecular weight 338),
Pentaerythritol triacrylate (molecular weight 298), pentaerythritol acrylate trimethyl (molecular weight 340), pentaerythrite 4 third
Olefin(e) acid ester (molecular weight 352), pentaerythritol tetramethylacrylate (molecular weight 408) etc..
In addition, there is the angle of high shear adhesive strength from gained display element sealant to clung body, it is above-mentioned
Polyenic compounds preferably have cyclic structure.
Above-mentioned cyclic structure can be aliphatic ring, or aromatic ring, from the shear bond improved to clung body
The especially excellent angle of the effect of intensity is set out, optimization aromatic ring.
As the polyenic compounds with cyclic structure, can include for example, above-mentioned, divinylbenzene (molecular weight
130), triallyl cyanurate (molecular weight 249), triallyl isocyanurate (molecular weight 249), diallyl phthalate
(molecular weight 246), triallyltrimelitate (molecular weight 330), the allyl ester of pyromellitic acid four (molecular weight 414), following formula (3)
Glycolurii derivative (molecular weight 330) shown in shown triallyl isocyanurate derivative (molecular weight 488), following formula (4),
Glycolurii derivative (molecular weight 303) shown in following formula (5) etc..
In addition, as above-mentioned polyenic compounds, it is also suitable for using polyenoid oligomer.
As the polyenic monomer from above-mentioned polyenoid oligomer, above-mentioned, the allyl as polyenic compounds can be included
Base 01 derivatives, by the reaction of (methyl) acryllic acid and polyalcohol and obtain esters, urethane acrylate, two
Vinyl benzene etc..
As the method for manufacturing above-mentioned polyenoid oligomer, can include for example, making above-mentioned multi-olefin monomer in benzoyl peroxide
Method reacted in the presence of the initiators such as formyl etc..
Above-mentioned polyenic compounds preferred molecular weight is more than 300.By using molecular weight as above-mentioned polyenic compounds
More than 300 compound, so as to further suppress the generation of ease gas.The molecular weight of above-mentioned polyenic compounds more preferably under
Be limited to 350, further preferred lower limit be 400, particularly preferred lower limit be 500.
In addition, the preferred upper limit of the molecular weight of above-mentioned polyenic compounds is 6000.Upper more than 6000 using molecular weight
In the case of stating polyenic compounds, the viscosity of gained display element sealant becomes too high sometimes and coating is deteriorated.It is above-mentioned
The more preferably upper limit of the molecular weight of polyenic compounds is 2000, the further preferred upper limit is 1000.
The parts by weight of total 100 or multi-thioalcohol compound of multi-thioalcohol compound and polyenic compounds, polyenic compounds and
In the parts by weight of total 100 of polythioether oligomeric thing described later, the preferred lower limit of the content of above-mentioned polyenic compounds is 10 parts by weight, excellent
Choose and be limited to 70 parts by weight.If the content of above-mentioned polyenic compounds is less than 10 parts by weight, sometimes gained display element sealing
The coating of agent is deteriorated.If the content of above-mentioned polyenic compounds becomes fully suppress the gas that escapes sometimes more than 70 parts by weight
Generation.The more preferably upper limit of the content of above-mentioned polyenic compounds is 60 parts by weight, the further preferred upper limit is 40 parts by weight.
Relative to the molal quantity of the mercapto of above-mentioned multi-thioalcohol compound, the carbon-to-carbon double bond of above-mentioned polyenic compounds rubs
The preferred lower limit of your number is 60%, preferred upper limit 150%.If the molal quantity deficiency of the carbon-to-carbon double bond of above-mentioned polyenic compounds
60% or more than 150%, then the generation for the gas that becomes fully to suppress sometimes to escape.Relative to the mercaptan of above-mentioned multi-thioalcohol compound
The molal quantity of base, the molal quantity more preferably lower limit of the carbon-to-carbon double bond of above-mentioned polyenic compounds is 70%, the more preferably upper limit is
135%th, further preferred lower limit be 80%, the further preferred upper limit be 120%.
The display element sealant of the present invention can contain by react multi-thioalcohol compound and polyenic compounds and
The polythioether oligomeric thing of formation.By containing above-mentioned polythioether oligomeric thing, so that display element is suitably raised with the viscosity of sealant,
Inequality is not likely to produce during coating.
Above-mentioned polythioether oligomeric thing is as described below：By heating above-mentioned polythiol chemical combination in the presence of thermal polymerization
Thing, with relative to above-mentioned multi-thioalcohol compound for the above-mentioned polyenic compounds of equimolar amounts or excess quantity make its carry out addition gather
Reaction is closed, so as to be obtained in the reactive mixture in the form of there is the polymer of the carbon-to-carbon double bond of polyenic compounds in two ends
Obtain above-mentioned polythioether oligomeric thing.
It should be noted that above-mentioned polythioether oligomeric thing can contain unreacted mercapto, unreacted sulphur can also not contained
Alcohol radical.I.e., it is possible to above-mentioned multi-thioalcohol compound is set fully to carry out polyaddition reaction with above-mentioned polyenic compounds and obtain
Polythioether oligomeric thing without mercapto or pass through and stop reaction in the way of the polyaddition reaction and containing and what is obtained
The polythioether oligomeric thing of unreacted mercapto.
As the thermal polymerization for above-mentioned multi-thioalcohol compound and the polyaddition reaction of above-mentioned polyenic compounds,
It can include such as hot radical polymerization initiator.
Above-mentioned hot radical polymerization initiator is not particularly limited, and can include for example comprising azo-compound, organic mistake
The hot radical polymerization initiator of oxide etc..
As above-mentioned organic peroxide, can include for example benzoyl peroxide, ketone peroxide, ketal peroxide,
Hydrogen peroxide, dialkyl peroxide, peroxyester, diacyl peroxide, peroxy dicarbonate etc..
As above-mentioned azo-compound, such as 2 can be included, 2 '-azo double (2,4- methyl pentane nitrile), the isobutyls of azo two
Nitrile etc..
In the polyaddition reaction of above-mentioned multi-thioalcohol compound and polyenic compounds, relative to polyenic compounds
In the case that the molal quantity of the mercapto of multi-thioalcohol compound for the molal quantity of carbon-to-carbon double bond is less than 15%, generally exist
Polyenic compounds of the residual as unreacted component in gained reactant mixture.
The preferred lower limit of the weight average molecular weight of above-mentioned polythioether oligomeric thing is 500, preferred upper limit is 40,000.If above-mentioned thioether is low
The weight average molecular weight of polymers is less than 500, then when can not give full play of the coating for preventing gained display element sealant sometimes
Uneven effect.If the weight average molecular weight of above-mentioned polythioether oligomeric thing is more than 40,000, gained display element sealant sometimes
Viscosity becomes too high and coating is deteriorated.The more preferably lower limit of the weight average molecular weight of above-mentioned polythioether oligomeric thing is 1000, more preferably
The upper limit is 10,000.
In the parts by weight of total 100 of multi-thioalcohol compound, polyenic compounds and polythioether oligomeric thing, above-mentioned polythioether oligomeric thing
The preferred lower limit of content is 20 parts by weight, preferred upper limit is 80 parts by weight.If the content of above-mentioned polythioether oligomeric thing is less than 20 weight
Part, then the uneven effect during coating for preventing gained display element sealant can not be given full play of sometimes.If above-mentioned sulphur
The content of ether oligomer is more than 80 parts by weight, then the viscosity of gained display element sealant becomes too high sometimes and coating is bad
Change.The more preferably lower limit of the content of above-mentioned polythioether oligomeric thing is 30 parts by weight, the more preferably upper limit is 60 parts by weight.
The display element sealant of the present invention can contain except above-mentioned multi-thioalcohol compound and above-mentioned polyenic compounds
Other curable resins in addition.
As other above-mentioned curable resins, as long as carrying out the curable resin of curing reaction using light or heat, then do not have
It is particularly limited to, can includes for example, epoxy (methyl) acrylate or carbamate (methyl) acrylate etc. (methyl)
Acrylic resin, the curable resin (solidification of (methyl) acryloyl group simple function i.e., in addition to above-mentioned polyenic compounds
Property resin)；Epoxy resin；Partly (methyl) acrylic modified epoxy resin, solidification i.e., in addition to above-mentioned polyenic compounds
Property resin (curable resin of (methyl) acryloyl group simple function) etc..
It should be noted that in this specification, above-mentioned " (methyl) acrylate " refers to acrylate or methacrylic acid
Ester, above-mentioned " epoxy (methyl) acrylate " refer to obtained by all epoxy radicals and (methyl) propylene acid reaction in epoxy resin
Compound, above-mentioned " (methyl) acrylic resin " refer to the resin with (methyl) acryloyl group, above-mentioned " (methyl) acryloyl
Base " refers to acryloyl group or methylacryloyl.Above-mentioned " part (methyl) acrylic modified epoxy resin " is to divide in 1 molecule
Ju You not epoxy radicals and acryloyl group or the resin of methylacryloyl.
The display element sealant of the present invention contains Photoepolymerizationinitiater initiater.
Above-mentioned Photoepolymerizationinitiater initiater preferred molecular weight is 220~1500.Gathered by using the light that molecular weight is 220~1500
Initiator is closed, display element sealant of the invention can suppress the generation of ease gas.If the molecule of above-mentioned Photoepolymerizationinitiater initiater
Measure less than 220, then turn into the reason for ease gas occurs sometimes.If the molecular weight of above-mentioned Photoepolymerizationinitiater initiater is more than 1500, sometimes
Become to be difficult to solidify.
Especially, from the viewpoint of the generation etc. for reducing ease gas, molecular weight is preferably 300~1000, more preferably 350~
700。
As the Photoepolymerizationinitiater initiater that above-mentioned molecular weight is 220~1500, can include for example, having acylphosphine oxide bone
The compound of frame, the compound with alpha-aminoacetophenone skeleton, the compound with benzil ketals skeleton, with Alpha-hydroxy
The compound of acetophenone skeleton, the compound with benzoin skeleton, the compound with oxime ester skeleton, with titanocenes skeleton
Compound, organic peroxide, azo-compound, oligomer compounds etc..Especially, it is excellent from the viewpoint of photo-curable
Choosing is selected from the compound with acylphosphine oxide skeleton, the compound with alpha-aminoacetophenone skeleton, with benzil ketals
The compound of skeleton, the compound with alpha-hydroxyacetophenone skeleton, the compound with benzoin skeleton, with oxime ester skeleton
Compound, there is the compound and at least one of oligomer compounds of titanocenes skeleton.These Photoepolymerizationinitiater initiaters can
To be used alone, two or more use can also be combined.
Here, the above-mentioned compound with acylphosphine oxide skeleton refers to that a part for acylphosphine oxide is by other groups
Compound after substitution.The above-mentioned compound with alpha-aminoacetophenone skeleton refers to that a part for alpha-aminoacetophenone is by it
Compound after his group substitution.The above-mentioned compound with benzil ketals skeleton refers to, one of alpha-dihydroxy acetophenone
The compound divided after being substituted by other groups.The above-mentioned compound with alpha-hydroxyacetophenone skeleton refers to, α-monohydroxy benzene second
A part beyond the hydroxyl of ketone substituted by other groups after compound.The above-mentioned compound with benzoin skeleton refers to,
A part for benzoin substituted by other groups after compound.The above-mentioned compound with oxime ester skeleton refers to, N- acetyl group
A part for dimethyl oxime substituted by other groups after compound.The above-mentioned compound with titanocenes skeleton refers to that two is luxuriant
A part for titanium substituted by other groups after compound.Above-mentioned organic peroxide refers to there is the compound of peroxy.On
State azo-compound to refer to, there is the compound of azo group.
As the above-mentioned compound with acylphosphine oxide skeleton, can include for example, 2,4,6- trimethylbenzoyls
Diphenyl phosphine oxide (BASF Japan company systems, " LUCILIN TPO "), the oxidation of double (2,4,6- trimethylbenzoyl) phenyl
Phosphine (BASF Japan company systems, " IRGACURE 819 ") etc..
As the above-mentioned compound with alpha-aminoacetophenone skeleton, can include for example, 2- methyl isophthalic acids-(4- methyl sulphur
For phenyl) -2- morpholino propane -1- ketone (BASF Japan company systems, " IRGACURE 907 "), 2- benzyl -2- dimethylaminos
Base -1- (4- morphlinophenyls) butanone (BASF Japan company systems, " IRGACURE 369 "), 1,2- (dimethylamino) -2-
((4- aminomethyl phenyls) methyl) -1- (4- (4- morpholinyls) phenyl) -1- butanone (BASF Japan company systems, " IRGACURE
379 ") etc..
As the above-mentioned compound with benzil ketals skeleton, can include for example, 2,2- dimethoxy -1,2- hexichol
Base ethane -1- ketone (BASF Japan company systems, " IRGACURE 651 ") etc..
As the above-mentioned compound with alpha-hydroxyacetophenone skeleton, can include for example, 2- hydroxyls -1- (4- (4- (2-
Hydroxy-2-methyl-propiono)-benzyl) phenyl) -2- methyl-propan -1- ketone (BASF Japan company systems, " IRGACURE
127 ") etc..
As the above-mentioned compound with benzoin skeleton, can include for example, benzoin positive propyl ether, benzoin isopropyl
Ether, benzoin isobutyl ether etc..
As the above-mentioned compound with oxime ester skeleton, can include for example, 1,2- octanedione -1- (4- (phenyl sulphur
Generation) -2- (O- benzoyls oxime)) (BASF Japan company systems, " IRGACURE OXE01 "), ethyl ketone -1- (9- ethyls -6- (2- first
Base benzoyl) -9H- carbazole -3- bases) -1- (O- acetyl group oxime) (BASF Japan company systems, " IRGACURE OXE02 ") etc..
As the above-mentioned compound with titanocenes skeleton, can include for example, double (η 5-2,4- cyclopentadiene -1- bases) -
Double (2,6- bis- fluoro- 3- (1H- pyrroles -1- bases)-phenyl) titaniums (BASF Japan company systems, " IRGACURE 784 ") etc..
From the viewpoint of the generation for reducing ease gas, above-mentioned oligomer compounds preferred degree of polymerization is 2~10.
Specifically, can include for example, oligomeric (2- hydroxy-2-methyls -1- (4- (1- methyl ethylenes) phenyl) third
Alkane) (Lamberti company systems, " ESACURE KIP 150 ", " ESCURE1 ") etc..
As other Photoepolymerizationinitiater initiaters among the Photoepolymerizationinitiater initiater that above-mentioned molecular weight is 220~1500, can enumerate
Go out for example, 1- (4- (2- hydroxyl-oxethyls)-phenyl) -2- hydroxy-2-methyl -1- propane -1- ketone (BASF Japan company systems,
" IRGACURE 2959 " (molecular weight 224)), triphenyl phosphite etc..
Relative to the parts by weight of total 100 or multi-thioalcohol compound of above-mentioned multi-thioalcohol compound and above-mentioned polyenic compounds,
The parts by weight of total 100 of polyenic compounds and polythioether oligomeric thing, the content preferred lower limit of above-mentioned Photoepolymerizationinitiater initiater is 0.1 weight
Part, preferred upper limit are 5 parts by weight.If the content of above-mentioned Photoepolymerizationinitiater initiater is less than 0.1 parts by weight, gained display element sometimes
Can not fully it be carried out with the photopolymerization of sealant.If the content of above-mentioned Photoepolymerizationinitiater initiater is more than 5 parts by weight, solidification is anti-sometimes
It should become too fast, operability reduces, or the solidfied material of gained display element sealant becomes uneven.Above-mentioned photopolymerization is drawn
The more preferably lower limit for sending out the content of agent is 0.3 parts by weight, the more preferably upper limit is 3 parts by weight.
The display element sealant of the present invention can contain thermal polymerization.
As above-mentioned thermal polymerization, can use with for above-mentioned multi-thioalcohol compound and above-mentioned polyenic compounds
The middle thermal polymerization identical thermal polymerization of polyaddition reaction.
The display element sealant of the present invention can contain thermal curing agents.
As long as the solidfied material after above-mentioned thermal curing agents solidification is transparent thermal curing agents, just it is not particularly limited, can arranges
Enumerate for example, mercaptan compound, imdazole derivatives, amines, polynary phenol system compound, acid anhydrides etc..
As thermal curing agents commercially available among above-mentioned thermal curing agents, can include for example, HN-2200, HN-2000, HN-
5500th, MHAC-P (be Hitachi chemical conversion company system), FUJICURE 7000, FUJICURE 7001, FUJICURE 7002,
TOHMIDE 410-N, TOHMIDE 215-70X, TOHMIDE 423, TOHMIDE 437, TOHMIDE TXC-636-A (are
T＆K TOKA company systems), MEH-8000H, MEH-8005 (be bright and chemical conversion company system) etc..
The display element sealant of the present invention can contain cementability imparting agent.
As above-mentioned cementability imparting agent, such as 3- methacryloxypropyl trimethoxy silanes, 3- can be included
Glycidoxy-propyltrimethoxy silane, 3- glycidoxypropyls diethoxy silane, N- (amino-ethyl) aminopropyl
Silane coupler, titanium coupling agent, the aluminum coupling agents such as trimethoxy silane, mercaptopropyi trimethoxy silane etc..These cementabilities
Imparting agent can be used alone, and can also use two or more.
The present invention display element sealant for anti-oxidation the purpose of and stabilizer can be contained.
As aforementioned stable agent, such as 2 can be included, 2 '-di-2-ethylhexylphosphine oxide-(4- methyl-6-tert-butylphenols), 4,4 '-
Butane pair-(the 6- tert-butyl group -3- methylphenols), 2,2 '-di-2-ethylhexylphosphine oxide-(4- ethyl -6- tert-butyl phenols) etc..These are stable
Agent can be used alone, and can also use two or more.
The present invention display element sealant can also contain in the range of without prejudice to the purpose of the present invention filler,
Curing accelerator, plasticizer, surfactant, fire retardant, antistatic additive, defoamer, levelling agent, ultraviolet absorption material, have
The additives such as solvent, from the viewpoints such as the transparency are ensured, above-mentioned filler etc. is not preferably contained.
As the method for the display element sealant of the manufacture present invention, can include multi-thioalcohol compound, polyenic
Compound, Photoepolymerizationinitiater initiater and cementability imparting agent for being added as needed etc., the method equably mixed using mixer
Deng.
For the display element sealant of the present invention, using cone rotor formula viscosimeter in 20 DEG C, 20rpm bar
The preferred lower limit of the viscosity measured under part is 0.4Pas, preferred upper limit 40Pas.If above-mentioned viscosity is less than 0.4Pas,
Then composition inequality, the transparency variation of solidfied material occur sometimes for the display element sealant of gained.If above-mentioned viscosity exceedes
40Pas, then coating is caused to be broken when being coated with sometimes.The preferred lower limit of above-mentioned viscosity is 0.5Pas, the more preferably upper limit
For 10Pas, further preferred lower limit be 1Pas, the further preferred upper limit is 6Pas, particularly preferred lower limit be 2Pas,
The particularly preferred upper limit is 4Pas.
The display element sealant of the present invention can be solidified by light irradiation.
As the method for the display element sealant photocuring for making the present invention, can include for example, irradiate 300~
400nm wavelength and 300~3000mJ/cm2The method of light of accumulated light etc..
As for the present invention display element sealant irradiation light light source, can include such as low pressure mercury lamp,
Medium pressure mercury lamp, high-pressure sodium lamp, ultrahigh pressure mercury lamp, excimer laser, chemical lamp, black light lamp, microwave-excited mercury lamp, metal halide
Thing lamp, sodium vapor lamp, Halogen lamp LED, xenon lamp, LED, fluorescent lamp, sunshine, electron beam illuminating device etc..These light sources can individually make
With and two or more can also be used.
As to the present invention display element sealant irradiation light method, while such as various light sources can be included
Irradiation, interval time difference are gradually irradiated while irradiated with the combination irradiation that gradually irradiates etc., it is possible to use arbitrary irradiation side
Method.
For the display element sealant of the present invention, the lower limit of storage modulus of elasticity of the solidfied material at 80 DEG C is
70MPa, upper limit 1000MPa.If above-mentioned storage modulus of elasticity outside the scope, becomes to the shear bond strength of clung body
Difference, or can not fully suppress the generation of the ease gas as caused by solidfied material.The preferred lower limit of above-mentioned storage modulus of elasticity is
90MPa, preferred upper limit 500MPa, more preferably lower limit be 100MPa, more preferably the upper limit be 300MPa, further preferred lower limit be
110MPa, the further preferred upper limit are 200MPa.
It should be noted that above-mentioned storage modulus of elasticity can be measured by using determination of viscoelasticity device.Separately
Outside, the solidfied material for determining above-mentioned storage modulus of elasticity can be by irradiating 40 seconds 50mW/cm to display element sealant2Purple
Outside line is made.
For the display element sealant of the present invention, the preferred lower limit of the glass transition temperature of solidfied material is 50
℃.If above-mentioned glass transition temperature less than 50 DEG C, is deteriorated, or can not fully suppress to the shear bond strength of clung body
The generation of ease gas as caused by solidfied material.The more preferably lower limit of above-mentioned glass transition temperature is 65 DEG C.
It should be noted that " glass transition temperature " above-mentioned in this specification refers to, by Measurement of Dynamic Viscoelasticity and
Very big central appearance great temperature as caused by micro Brownian motion of the loss angle tangent (tan δ) measured.Above-mentioned vitrifying turns
Temperature can be determined by using the known method such as determination of viscoelasticity device.Turn in addition, determining above-mentioned vitrifying
The solidfied material of temperature can be by irradiating 40 seconds 50mW/cm to display element sealant2Ultraviolet make.
Light transmittance of the solidfied material of the display element transparent sealant of the present invention under 380~780nm of wavelength
Preferred lower limit is 85%.If above-mentioned light transmittance, less than 85%, the transparency is deteriorated sometimes, be not suitable for the whole of display element
The purposes of face sealing.The more preferably lower limit of above-mentioned light transmittance is 95%.
It should be noted that for above-mentioned light transmittance, by the display element to being sandwiched in PET resin film with thoroughly
Bright sealant irradiates 40 seconds 50mW/cm2Ultraviolet, so as to produce transmissivity measurement sample, for gained transmissivity survey
Surely sample is used, can be measured using spectrophotometer.
The present invention display element sealant can be used in by the face of display element, whole face, above, below or surrounding
Sealing.Especially, it is suitable for the whole face sealing of display element.It should be noted that " whole face " above-mentioned in this specification may not
100% of face possessed by display element is represented, and refers to the necessary sealing surface required by display element.It is in addition, above-mentioned " preceding
Face " refers to take out light side, i.e., visually confirms the face of side.
The display element sealant of the present invention can be used for such as organic EL display element sealant, liquid crystal display member
Part sealant, electrochromism substrate sealant, Electronic Paper sealant etc..
Invention effect
According to the present invention it is possible to provide a kind of display element sealant, it has high shear adhesive strength to clung body,
The generation of ease gas can be suppressed, also, solidfied material is transparent excellent.
Embodiment
Hereinafter, enumerate embodiment the present invention is further described, but the present invention is not limited to these embodiments.
(polythioether oligomeric thing A making)
Dipentaerythritol six (3-thiopropionate 60 parts by weight and conduct of the side heating stirring as multi-thioalcohol compound
The parts by weight of glycolurii derivative 40 shown in the above-mentioned formula (4) of polyenic compounds, while 2 as thermal polymerization are slowly added,
Double (2,4- methyl pentane nitrile) 0.2 parts by weight of 2 '-azo, make the reactant mixture of thus gained flow into poor solvent, and it is heavy to collect
The oligomer in shallow lake, removes solvent under vacuo, is derived from polythioether oligomeric thing A.
For the polythioether oligomeric thing A of gained, pillar is used as by the use of Shodex LF-804 (Showa electrician company system) are used
Gel permeation chromatography (GPC) come determine based on polystyrene conversion weight average molecular weight.As a result, polythioether oligomeric thing A weight
Average molecular weight is 4000.
For the measure using GPC, four containing 0.5 weight % polythioether oligomeric things A are flowed into 1mL/min flow velocity
The μ L of hydrogen tetrahydrofuran solution 50, carry out said determination under 40 DEG C of temperature conditionss.
(polythioether oligomeric thing B making)
It is and above-mentioned except the addition of 2,2 '-azo double (2,4- methyl pentane nitrile) is changed into beyond 0.05 parts by weight
" (polythioether oligomeric thing A making) " is similarly operated, and obtains the polythioether oligomeric thing B of weight average molecular weight 2000.
(condensation product A making)
By the parts by weight of 3-mercaptopropyi trimethoxy silane 180 and the parts by weight of ion exchange water 49.6 and the weight % of concentration 95
The parts by weight of aqueous formic acid 9 be stirred at room temperature mixing 30 minutes, reaction is hydrolyzed, then addition the parts by weight of toluene 272,
Heated 60 minutes at 75 DEG C, thus carry out condensation reaction.After reaction, decompression evaporates residual component, and obtain has in 1 molecule
The condensation product A of the mercapto of more than 2.
Gained condensation product A weight average molecular weight is 1500, mercaptan equivalent 136g/eq.
(condensation product B making)
By the parts by weight of 3-mercaptopropyi trimethoxy silane 190 and the parts by weight of ion exchange water 52 and the weight % of concentration 95
Mixing 30 minutes is stirred at room temperature in the parts by weight of aqueous formic acid 9.5, after reaction is hydrolyzed, adds the parts by weight of toluene 287,
Heated 60 minutes at 75 DEG C, thus carry out condensation reaction.After reaction, decompression evaporates residual component, and obtain has 2 in 1 molecule
The condensation product B of mercapto more than individual.
Gained condensation product B weight average molecular weight is 5000, mercaptan equivalent 398g/eq.
(embodiment 1~11, comparative example 1~9)
According to the match ratio described in table 1,2, by each material use mixer (new eastern scientific company system, " Three-One
Motor HEIDON BLH300 ") mixed, the display element of embodiment 1~11 and comparative example 1~5 is thus prepared with close
Seal agent.
<Evaluation>
For each display element sealant obtained in embodiment and comparative example, evaluated according to following methods.Knot
Fruit is shown in table 1,2.
(1) modulus of elasticity is stored
Each display element obtained in embodiment and comparative example is put into the length of TEFLON (registration mark) systems with sealant
35mm, wide 3mm, thick 1mm mould, use 40 seconds 50mW/cm of high voltage mercury lamp radiation2Ultraviolet, make long 35mm, wide 3mm,
Thick 1mm determination of viscoelasticity sample.To the determination of viscoelasticity sample of gained, using Measurement of Dynamic Viscoelasticity device, (IT is surveyed
Measure Heat ＆ Control Pty Ltd. (IT Meter Ce Zhiyu societies) system, " DVA-200 "), 0~100 DEG C of measure, the dynamic viscoelastic under conditions of 10Hz,
Storage modulus of elasticity at 80 DEG C of measure.
(2) viscosity
It is right under conditions of 20 DEG C, 20rpm using cone rotor formula viscosimeter (Dong Ji industry companies system, " TV-22 types ")
Each display element of gained is determined with the viscosity of sealant in embodiment and comparative example.
(3) coating
To using distributor (Musashi high-tech company system, " SHOTMASTER300 ") coating Examples on the glass substrate
And each display element obtained in comparative example is evaluated with coating during sealant.It is fixed as by dispenser nozzle
400 μm, nozzle gap is fixed as 30 μm, spraying pressure is when being fixed as 300kPa and being coated, can be entirely without the style of calligraphy characterized by hollow strokes (か The
れ) or turned-down edge (ダ レ) situation about being coated be evaluated as " 00 ", can be coated almost without the style of calligraphy characterized by hollow strokes or turned-down edge
Situation be evaluated as "○", be evaluated as although will not be coated with fracture and generate the situation of the obvious style of calligraphy characterized by hollow strokes or turned-down edge
" △ ", the situation that larger coating fracture or crawling occurs or can not be coated with completely is evaluated as "×", have rated painting
Cloth.
(4) glass transition temperature
To each display element sealant obtained in embodiment 1~8,10,11 and comparative example 1,3~7, high-pressure mercury is used
40 seconds 50mW/cm of light irradiation2Ultraviolet, make long 35mm, wide 3mm, thick 1mm determination of viscoelasticity sample.For gained
Sample, using Measurement of Dynamic Viscoelasticity device (IT measures Heat ＆ Control Pty Ltd.'s system, " DVA-200 "), under 0~100 DEG C of measure, 10Hz
Dynamic viscoelastic, the temperature of the maximum of loss angle tangent (tan δ) is obtained as glass transition temperature (Tg).
(5) escape gas generating capacity
Each display element sealant for coming in coating Examples and comparative example to obtain using rod coaters is so that after coating
Thickness reaches 100 μm, uses 40 seconds 50mW/cm of ultra high pressure mercury light irradiation2Ultraviolet and form film.
Using apparatus for thermal analysis (Seiko Instruments company systems, " TG/DTA6200 ") measure by the film of gained with
10 DEG C/min of programming rate is heated to weight reduction rates at 150 DEG C, as ease gas generating capacity.
(6) shear bond strength
In each display element sealant obtained in embodiment and comparative example in the way of content is 0.1 weight %
The resin spacer (ponding chemical industrial company system, " Micro Pearl SP-205 ") of 5 μm of average grain diameter is mixed, is applied to two
After one in glass plate (long 45mm, wide 25mm) upper, another glass plate of overlapping fitting, high voltage mercury lamp radiation 40 seconds is used
50mW/cm2Ultraviolet, make shear bond strength experiment sample.For the shear bond strength experiment sample of gained,
Using Autograph AGS1000D (Shimadzu Seisakusho Ltd.'s company system), tension test, measure shearing are carried out with 5mm/min speed
Adhesive strength.The situation that shear bond strength is more than 3MPa is evaluated as "○", by more than 2MPa and situation less than 3MPa
It is evaluated as " △ ", situation of the shear bond strength less than 2MPa is evaluated as "×", have rated shear bond strength.
(7) transparency (light transmittance) of solidfied material
Each display element obtained in embodiment and comparative example is sandwiched into PET resin film with sealant, uses high-pressure sodium lamp
Irradiate 40 seconds 50mW/cm2Ultraviolet, make thick 100 μm of transmissivity measurement sample.Use is determined for the transmissivity of gained
Sample, using spectrophotometer (Hitachi's company system, " U-3000 ", 300~800nm of condition), measure wavelength 380~
Light transmittance under 780nm.
(8) display performance of display element
The display performance of (8-1) liquid crystal display cells
(making of liquid crystal display cells)
Prepare by thicknessITO electrode after surface filming further using spin-coating method by thickness's
Alignment films are coated on glass substrate obtained by surface (long 25mm, wide 25mm, thick 0.7mm) 2, and thermosetting is used on a substrate
The property changed epoxy resin (periphery sealing-in agent), and print figure in a manner of being designed with liquid crystal injecting port portion using silk-screen printing
Case.Then, the substrate for carrying out pattern printing is kept for 3 minutes at 80 DEG C, so as to carry out prepared drying and periphery sealing-in
Agent is then back to room temperature to the heat bonding of substrate.Then, 5 μm of distance piece is spread on another substrate, then makes each base
Plate is bonded, and the crimping of 2 hours is carried out using the hot pressing for being heated to 130 DEG C, so that periphery sealing-in agent solidifies, obtains sky
Box.After being sucked by vacuum to the empty box of gained, liquid crystal (MERCK company systems, " ZLI-479232 ") is injected by inlet, made
Inlet is sealed with sealant with each display element obtained in embodiment and comparative example, uses high voltage mercury lamp radiation 40 seconds
50mW/cm2Ultraviolet, make sealant cures.Then, the annealing of 1 hour liquid crystal is carried out at 120 DEG C, produces liquid crystal
Show element.
(orientation disorders of liquid crystal display cells)
Using AC3.5V voltage, the liquid crystal display cells driving of gained is made under the dispaly state of halftoning, using inclined
The orientation disorder of the liquid crystal to shake near micro- sem observation inlet.Situation unconfirmed to orientation disorder is set to " 00 ", incited somebody to action
The situation for confirming the small orientation disorder less than 0.3mm is set to "○", will confirm that the situation of the orientation disorder less than 1mm is set
For " △ ", there will be the situation of more than 1mm obvious orientation disorder (deeper irregular colour) to be set to "×", so as to liquid crystal
The display performance of display element is evaluated.
It should be noted that it is evaluated as " 00 ", the liquid crystal display cells of "○" are the water being had no problem completely in practicality
Flat, " △ " is the level of possibility that there are problems that producing because designing the display of liquid crystal display cells, and "×" is not tolerate reality
Level.
The display performance of (8-2) organic EL display element
(making for being configured with the substrate of the layered product comprising organic light emitting material)
Will on glass substrate (long 25mm, wide 25mm, thick 0.7mm) withThickness ITO electrode film forming is obtained
Object as substrate.Acetone, alkaline aqueous solution, ion exchange water, isopropanol is utilized respectively to carry out aforesaid substrate 15 minutes
Ultrasonic washing, the washing of 10 minutes is then carried out using the isopropanol that has boiled, in addition, utilizing UV- ozone clean machine (days
This LASER electronics corporations system, " NL-UV253 ") carry out pre-treatment (original text：Straight pre-treatment).
Then, the substrate is fixed on to the substrate geometrical clamp of vacuum deposition apparatus, N, N '-two are put into the crucible of biscuiting
(1- naphthyls)-N, N '-diphenylbenzidine (α-NPD) 200mg, is put into three (8- hydroxyls in the crucible of other different biscuitings
Quinoline) aluminium (Alq3) 200mg, 1 × 10 will be decompressed in vacuum chamber-4Pa.Then, the crucible for being placed with α-NPD is heated,
Make α-NPD with evaporation rateSubstrate is piled up in, makes thicknessHole transmission layer film forming.Then, to being placed with
Alq3Crucible heated, withEvaporation rate make thicknessOrganic light emitting material film forming.Then, will
Substrate formed with hole transmission layer and organic light emitting material is moved in other vacuum deposition apparatus, is filled in the vacuum evaporation
Put in interior tungsten resistance heating ship and be put into lithium fluoride 200mg, aluminum steel 1.0g is put into another tungsten ship.Then, by vacuum
2 × 10 are decompressed in the evaporator of evaporation coating device-4Pa, make lithium fluoride withEvaporation rate formedFilm, then
WithSpeed form aluminiumFilm.Make to return to normal pressure in evaporator by nitrogen, will be configured with comprising 10mm
The substrate of the layered product of × 10mm organic light emitting material takes out.
(covering for utilizing inorganic material film A)
The substrate, the layered product overall of layered product comprising organic light emitting material is configured with covering gained
Mode, the mask of the opening portion with 13mm × 13mm is set, inorganic material film A is formed using plasma CVD method.
Plasma CVD method is carried out under the following conditions：Use SiH4Gas and nitrogen are as unstrpped gas, by respective stream
Amount is set to 10sccm and 200sccm, and RF power is set into 10W (frequency 2.45GHz), chamber indoor temperature is set to 100 DEG C, by chamber
Interior pressure is set to 0.9Torr.
About 0.2 μm of the inorganic material film A formed thickness.
(formation of resin protection film)
The substrate for the layered product being configured with after being covered by inorganic material film A is set in vacuum plant, is being arranged at vacuum
Each display element sealant 0.5g obtained in embodiment and comparative example is put into heating ship (adding the ト of Hot ボ mono-) in device,
10Pa is decompressed to, in the part of the quadrangle of 11mm × 11mm comprising layered product, to display element sealant at 200 DEG C
Heated, vacuum evaporation is carried out in a manner of thickness is reached 0.5 μm.Then, shone under vacuum conditions using high-pressure sodium lamp
Penetrate 40 seconds 50mW/cm2Ultraviolet so that display element sealant cures and form resin protection film.
(covering for utilizing inorganic material film B)
By cover the substrate formed with resin protection film 11mm × 11mm resin protection film it is overall in a manner of, set
The mask of opening portion with 12mm × 12mm, inorganic material film B is formed using plasma CVD method, so as to obtain display member
Part (organic EL display element).
For plasma CVD method, carry out under the following conditions：Use SiH4Gas and nitrogen, will as unstrpped gas
Respective flow is set to SiH4Gas 10sccm, nitrogen 200sccm, and RF power is set to 10W (frequency 2.45GHz), intracavitary temperature
Degree be set to 100 DEG C, cavity pressure be set to 0.9Torr.The inorganic material film B formed thickness is about 1 μm.
(luminance of organic EL display element)
After made each organic EL display element is exposed 100 hours under conditions of 60 DEG C, 90%RH, apply 3V's
Voltage, visually observe luminance (luminous and the presence or absence of blackspot, the delustring of pixel periphery), will not have blackspot, periphery delustring and it is equal
Situation about lighting evenly is evaluated as " 00 ", although will see brightness have a little reduction, without blackspot, periphery delustring and it is equal
Situation about lighting evenly is evaluated as "○", blackspot by a part be present or a little periphery delustring be present to be evaluated as " △ ",
There to be blackspot in a wide range, or that significant periphery delustring is evaluated as "×" be present.
[table 1]
[table 2]
Industrial applicability
According to the present invention it is possible to provide a kind of display element sealant, its have to clung body high shear adhesive strength,
The generation of ease gas can be suppressed, and solidfied material is transparent excellent.
Claims (8)
- A kind of 1. display element sealant, it is characterised in thatContain：Multi-thioalcohol compound with the mercapto of more than 2 in 1 molecule, in 1 molecule with the carbon of more than 2- The polyenic compounds and Photoepolymerizationinitiater initiater of carbon double bond, also,Storage modulus of elasticity of the solidfied material at 80 DEG C is 70~1000MPa.
- 2. display element sealant according to claim 1, it is characterised in thatThe glass transition temperature of solidfied material is more than 50 DEG C.
- 3. display element sealant according to claim 1 or 2, it is characterised in thatThe molecular weight of multi-thioalcohol compound is more than 400.
- 4. display element sealant according to claim 1 or 2, it is characterised in thatMulti-thioalcohol compound has the mercapto of more than 4 in 1 molecule.
- 5. display element sealant according to claim 1 or 2, it is characterised in thatThe molecular weight of polyenic compounds is more than 300.
- 6. display element sealant according to claim 1 or 2, it is characterised in thatPolyenic compounds have cyclic structure.
- 7. display element sealant according to claim 1 or 2, it is characterised in thatContain polythioether oligomeric thing.
- 8. display element sealant according to claim 1 or 2, it is characterised in thatThe viscosity measured using cone rotor formula viscosimeter under conditions of 20 DEG C, 20rpm is 0.4~40Pas.
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013254119 | 2013-12-09 | ||
| JP2013-254119 | 2013-12-09 | ||
| JP2013254120 | 2013-12-09 | ||
| JP2013-254121 | 2013-12-09 | ||
| JP2013254121 | 2013-12-09 | ||
| JP2013-254120 | 2013-12-09 | ||
| PCT/JP2014/081507 WO2015087714A1 (en) | 2013-12-09 | 2014-11-28 | Sealant for display element |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105706264A CN105706264A (en) | 2016-06-22 |
| CN105706264B true CN105706264B (en) | 2017-12-19 |
Family
ID=53371025
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201480061502.3A Active CN105706264B (en) | 2013-12-09 | 2014-11-28 | Display element sealant |
Country Status (5)
| Country | Link |
|---|---|
| JP (2) | JP5798259B1 (en) |
| KR (1) | KR20160096538A (en) |
| CN (1) | CN105706264B (en) |
| TW (1) | TW201527502A (en) |
| WO (1) | WO2015087714A1 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6496214B2 (en) * | 2015-08-19 | 2019-04-03 | 積水化学工業株式会社 | Sealant for display element |
| CN108353475A (en) * | 2015-11-30 | 2018-07-31 | 株式会社大赛璐 | composition for sealing |
| CN109565115B (en) * | 2016-08-17 | 2021-03-09 | 夏普株式会社 | Liquid crystal cell for scanning antenna and method for manufacturing liquid crystal cell for scanning antenna |
| JP7030436B2 (en) * | 2016-09-29 | 2022-03-07 | 日東電工株式会社 | Polarizing film with adhesive layer and image display device |
| CN112599704B (en) * | 2020-12-14 | 2022-07-12 | 武汉华星光电半导体显示技术有限公司 | Display panel and manufacturing method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1346375A (en) * | 1999-12-14 | 2002-04-24 | 三井化学株式会社 | Sealing agent for liquid-crystal display, cell, composition for sealing agent for liquid-crystal display cell, and liquid-crystal display element |
| CN102051133A (en) * | 2009-11-09 | 2011-05-11 | 日东电工株式会社 | Optical-use pressure-sensitive adhesive sheet |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001307873A (en) | 2000-04-21 | 2001-11-02 | Toppan Printing Co Ltd | Organic electroluminescence display element and its manufacturing method |
| JP2002285156A (en) * | 2001-03-26 | 2002-10-03 | Sharp Corp | Liquid crystal display cell, agent for sealing liquid crystal injection opening and liquid crystal composition |
| JP2004107450A (en) * | 2002-09-17 | 2004-04-08 | Sekisui Chem Co Ltd | Photocurable resin for sealing agent, liquid-crystal display element or organic electroluminescent element |
| JP2007065349A (en) * | 2005-08-31 | 2007-03-15 | Sekisui Chem Co Ltd | Liquid crystal injection hole sealing agent and liquid crystal cell |
| JP2010027502A (en) * | 2008-07-23 | 2010-02-04 | Tdk Corp | Organic el display |
| JP5505765B2 (en) | 2009-02-27 | 2014-05-28 | 綜研化学株式会社 | Acrylic adhesive, adhesive sheet for polarizing film and adhesive polarizing film using the same |
| JP2011052101A (en) * | 2009-09-01 | 2011-03-17 | Toagosei Co Ltd | Active energy ray-curable pressure-sensitive adhesive composition for optical film or sheet and active energy ray-curable pressure-sensitive adhesive film or sheet |
| JP5563411B2 (en) * | 2009-10-16 | 2014-07-30 | リンテック株式会社 | Adhesive composition, adhesive and optical film |
| KR101844103B1 (en) * | 2010-10-01 | 2018-03-30 | 메르케네 랩스 아베 | Method for the manufacture of articles of thiol-ene polymers |
| JP5555614B2 (en) * | 2010-12-14 | 2014-07-23 | 積水化学工業株式会社 | Sealant for organic electroluminescence display element |
| JP2013087152A (en) * | 2011-10-14 | 2013-05-13 | Mitsubishi Chemicals Corp | Resin composition, laminate and container for battery |
| WO2013111853A1 (en) * | 2012-01-27 | 2013-08-01 | 株式会社ブリヂストン | Sealing film for solar cells, and solar cell using same |
| JP5869916B2 (en) * | 2012-03-02 | 2016-02-24 | デンカ株式会社 | Photocurable resin composition |
| JPWO2013147189A1 (en) * | 2012-03-30 | 2015-12-14 | 積水化学工業株式会社 | Curable resin composition for vapor deposition, resin protective film, organic optical device, and manufacturing method of organic optical device |
-
2014
- 2014-11-28 KR KR1020157034259A patent/KR20160096538A/en not_active Application Discontinuation
- 2014-11-28 JP JP2014559013A patent/JP5798259B1/en active Active
- 2014-11-28 TW TW103141366A patent/TW201527502A/en unknown
- 2014-11-28 WO PCT/JP2014/081507 patent/WO2015087714A1/en active Application Filing
- 2014-11-28 CN CN201480061502.3A patent/CN105706264B/en active Active
-
2015
- 2015-08-11 JP JP2015159010A patent/JP2016015324A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1346375A (en) * | 1999-12-14 | 2002-04-24 | 三井化学株式会社 | Sealing agent for liquid-crystal display, cell, composition for sealing agent for liquid-crystal display cell, and liquid-crystal display element |
| CN102051133A (en) * | 2009-11-09 | 2011-05-11 | 日东电工株式会社 | Optical-use pressure-sensitive adhesive sheet |
Also Published As
| Publication number | Publication date |
|---|---|
| JP5798259B1 (en) | 2015-10-21 |
| WO2015087714A1 (en) | 2015-06-18 |
| KR20160096538A (en) | 2016-08-16 |
| JP2016015324A (en) | 2016-01-28 |
| TW201527502A (en) | 2015-07-16 |
| CN105706264A (en) | 2016-06-22 |
| JPWO2015087714A1 (en) | 2017-03-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105706264B (en) | Display element sealant | |
| CN105309043A (en) | Sealing agent for display elements | |
| TWI537299B (en) | Epoxy polymerizable composition and organic el device | |
| JP4948317B2 (en) | Liquid crystal sealant, liquid crystal display panel manufacturing method using the same, and liquid crystal display panel | |
| JP2016066605A (en) | Sealing agent for display element | |
| JP5957148B1 (en) | Sealant for display element | |
| JP2017054084A (en) | Display element sealing agent | |
| JP2016110788A (en) | Sealant for display element | |
| JPWO2016021531A1 (en) | Sealant for display element | |
| CN105474084B (en) | The manufacturing method of liquid crystal sealing agent and liquid crystal display panel | |
| JP2016074784A (en) | Sealant for display element | |
| JP2017045646A (en) | Sealant for display element | |
| JP2017103154A (en) | Sealing agent for display element | |
| JP2016169298A (en) | Sealant for display elements | |
| TW201623544A (en) | Sealing agent for display elements and cured product of sealing agent for display elements | |
| JP2014152272A (en) | Curable resin composition, method for forming barrier film, and method for sealing device | |
| JP2016164236A (en) | Sealant for display elements | |
| CN107921470A (en) | The manufacture method of functional film and the manufacture device of functional film | |
| JP2016017175A (en) | Protectant for display element | |
| JP6595848B2 (en) | Sealant for display element | |
| JP2017002131A (en) | Encapsulation agent for display element | |
| JP2015218303A (en) | Transparent sealant for display element | |
| TW201538697A (en) | Transparent sealing agent for display element |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |